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Search results; Over 1,000 homes in Windham

Guest favourite
Apartment in Windham
Hideaway Windham/Hunter Fireplace, Snow & Skiing
1 bedroom, 1 bed, 1 private bathroom
25–30 Jul
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4.9 out of 5 average rating, 246 reviews
Top guest favourite
Townhouse in Windham
First Floor Condo with full kitchen.
4.99 out of 5 average rating, 70 reviews, 2 beds, 1 bathroom
24–29 Jul
Top guest favourite
Townhouse in Windham
Cheerful and Cozy 2 bedroom home in Windham
4.98 out of 5 average rating, 56 reviews, 2 bedrooms, 4 beds, 2 bathrooms
11–16 Aug
Guest favourite
Home in Windham
The Mad Brook House | Walk to Main St, Windham
5.0 out of 5 average rating, 12 reviews, 2 bedrooms, 3 beds, 1 bathroom
22–27 Jul
Room in Windham
1854 Victorian Inn, Storm Clouds Suite, 2 Twin Bed
5.0 out of 5 average rating, 3 reviews, 2 single beds, 1 bathroom
21–26 Jul
Home in Windham
Luxury Windham Retreat | Hot tub + Speakeasy
New place to stay, 5 bedrooms, 8 beds, 5.5 bathrooms
22–27 Jul
Top guest favourite
Guest suite in Windham
Cozy 2 bedrooms apartment with private entrance
5.0 out of 5 average rating, 77 reviews, 2 bedrooms, 3 beds, 1 bathroom
26–31 Jul
Superhost
Apartment in Windham
Cozy Mountain Condo w/ Pool
4.86 out of 5 average rating, 14 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Jul
Guest favourite
Guest house in Windham
Little Bear’s Cottage Great location, cozy & cute
4.97 out of 5 average rating, 115 reviews, 2 bedrooms, 3 beds, 1 bathroom
26–31 Jul
Guest favourite
Home in Hensonville
Spacious Townhome for an Upstate getaway!
5.0 out of 5 average rating, 12 reviews, 2 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
Guest favourite
Apartment in Windham
Slope Side Luxe | Views, Decks, Walk to Mtn & Town
4.98 out of 5 average rating, 44 reviews, 5 bedrooms, 8 beds, 5.5 bathrooms
21–26 Jul
Top guest favourite
Home in Windham
'The Mountain House:' Windham Retreat w/ Hot Tub!
4.87 out of 5 average rating, 119 reviews, 4 bedrooms, 6 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Cottage in Windham
Cozy Cottage Retreat Close to Main St/Windham Mtn
5.0 out of 5 average rating, 65 reviews, 2 bedrooms, 2 beds, 1 bathroom
23–28 Jul
Guest favourite
Home in Windham
Mountain Escape 5 Minutes to Ski Resort
4.98 out of 5 average rating, 48 reviews, 3 bedrooms, 5 beds, 2 bathrooms
27 Jul – 1 Aug
Cottage in Windham
Scenic Catskills Oasis|2 Acres|Creek|Sunset Views
5.0 out of 5 average rating, 4 reviews, 4 bedrooms, 5 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Chalet in Windham
Stargazing Dome|Sauna|Firepit|HotTub|Pet Frndly
4.98 out of 5 average rating, 85 reviews, 5 bedrooms, 9 beds, 4.5 bathrooms
1–6 Aug
Top guest favourite
Home in Windham
Family-ready retreat, games and BBQ
5.0 out of 5 average rating, 52 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
21–26 Jul
Top guest favourite
Cabin in Windham
Sauna • Hot Tub • Sleeps 10 • Firepit • Mountain
5.0 out of 5 average rating, 22 reviews, 3 bedrooms, 6 beds, 2 bathrooms
21–26 Jul
Top guest favourite
Chalet in Windham
Gorgeous Lodge | Mt View, HotTub, Firepit, Game Rm
4.97 out of 5 average rating, 180 reviews, 4 bedrooms, 8 beds, 3.5 bathrooms
17–22 Aug